Help understanding the Higgs field?

So the way I understand it is that certain particles move through the Higgs field and encounter no resistance, giving it no mass. The others that do encounter resistance are the ones that have mass. But if increasing resistance means increasing mass, why wouldn't things become infinitely massive? Also, why don't all of the Higgs bosons come together, seeing as they basically are mass, shouldn't they just keep attracting each other through gravity? Lastly, (for now at least) how can a W or Z boson be less massive than a single Higgs boson?

The 'resistance' picture is very misleading. What really goes on is quite different - we say the Higgs field is coupled to the fermionic fields that represent the matter particles. In empty space, the Higgs field takes a value - called the vacuum expectation value (or VEV) - at every point. When particles interact, we can represent this by a Feynman diagram (do a google search for some pictures of what a Feynman diagram looks like). The interactions occur at points called vertices. At each vertex, the particle interacts with the VEV of the Higgs field. This is called a Yukawa interaction, and we plug it into the Standard Model Lagrangian (a Lagrangian is a term that essentially express the energy of the system, in the form kinetic minus potential energy) and declare that the fermions have mass given by the value of the VEV, and the strength of the coupling of each fermionic field to the Higgs field.

Gravity is negligible at the scale of particle physics. Only at extremely high energies is gravity relevant in particle physics.

Why does is seem odd that the W and Z bosons have less mass than a Higgs boson?

Wait, so just to make sure I'm understanding, fields describing fermions are coupled to another field, the Higgs field, and so they interact. The Higgs field comes with a value that, since it comes with the fermionic field passes that value onto the fermion?

And if the Higgs takes a value at every single point in space, wouldn't any small amount of gravity be significant? Do they not interact with each other for some reason?

Wait, so just to make sure I'm understanding, fields describing fermions are coupled to another field, the Higgs field, and so they interact. The Higgs field comes with a value that, since it comes with the fermionic field passes that value onto the fermion?

Essentially, that's the idea. The Higgs field couples to fermions, and the strength of the coupling determines the mass of those fermions.

And if the Higgs takes a value at every single point in space, wouldn't any small amount of gravity be significant? Do they not interact with each other for some reason?

Well, yes, the Higgs field carries a potential. But this is irrelevant. Similar to how gravity is irrelevant when describing electromagnetism and the strong force.